Sightseeing - Regardless of which island you’re visiting, the Caribbean is full of much to see and explore, from hidden beaches to tropical rainforests, to local towns and markets. Be prepared with comfortable clothing, walking shoes, sunglasses, and a daypack, and always check the weather before leaving your resort or Airbnb.
Adventure Excursions - If you plan to explore the islands on excursions or partake in adventure activities, be sure to pack accordingly. Bring comfortable walking or hiking shoes, and athletic, waterproof clothing. Be prepared with the proper attire in case you decide to rock climb, spelunk into a cave, or wind surf!
Beach - Be sure to pack plenty of swimsuits and coverups that will dry quickly on a clothesline or balcony so you'll be ready to soak up the sun at the beach. Sunglasses, sandals, flip flops, and sunhat will also surely come in handy. A sarong is a great multi-purpose item, and can double as a beach blanket if you want to lay out in the sun!
Evenings Out - During your Caribbean vacation, you will likely have opportunities to enjoy nice dinners and nightlife activities. In some places, you may also want to venture into the city center to experience the local nightlife. Whatever you plan to do, be sure to bring at least one nice outfit, for women, a stylish top or dress, and for men, a nice shirt and long pants. Some Caribbean islands tend to be a bit more conservative, so research your destination ahead of time to find out if you should dress more conservatively when leaving the resort.